Letter AI, an AI-powered revenue enablement platform transforming how sales teams execute and win deals, secured $40 million in Series B funding led by Battery Ventures, with participation from Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital, and Formus. The raise follows closely after the previous round and reflects growing demand from revenue teams seeking measurable outcomes rather than additional tools.
Moving Beyond Traditional Enablement
Founded to address gaps in traditional enablement systems, Letter AI focuses on embedding intelligence directly into active sales workflows. Legacy platforms often centralize content but fail to deliver context when deals evolve rapidly. Revenue teams require real-time, deal-specific insight instead of static repositories and fragmented guidance.
Introducing Letter Compass
Alongside the funding, Letter AI launched Letter Compass, a new enablement intelligence layer that integrates CRM data, live customer interactions, training content, and internal knowledge into personalized, deal-specific recommendations. The system provides tailored coaching, messaging, curated content, and contextual insights aligned with individual accounts and sales stages, positioning enablement as a dynamic part of the deal process rather than a separate destination.
Accelerating Product and Platform Growth
The new capital will accelerate product development and platform expansion, reinforcing Letter AI’s mission to embed actionable intelligence into revenue workflows and drive stronger outcomes for modern sales organizations.